# US 2014/0194024 A1 · Barrier Films

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- Number: US 2014/0194024 A1
- Document ID: US20140194024A1
- Status: Published application
- Kind: A1
- Application number: 14/238,785
- Filed: 2012-08-14
- Published: 2014-07-10
- Earliest claimed: 2011-08-19
- Assignees: Avery Dennison Corporation
- Inventors: Hoang T. Pham; Thomas Laney; Farid F. Ghiam; Kevin O. Henderson
- Web page: https://patentgrep.com/patent/US20140194024A1

## CPC

- C08L 31/04: Homopolymers or copolymers of vinyl acetate
- B32B 5/022: {Non-woven fabric}
- B32B 7/00: Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B 7/04: Interconnection of layers
- B32B 25/08: of synthetic resin
- B32B 27/00: Layered products comprising {a layer of} synthetic resin {(fibrous or filamentary layer made of a synthetic resin B32B5/02; particulate layer made of a synthetic resin B32B5/16; foamed layer made of a synthetic resin B32B5/18)}
- B32B 27/08: of synthetic resin
- B32B 27/12: next to a fibrous or filamentary layer
- B32B 27/18: characterised by the use of special additives
- B32B 27/30: comprising vinyl {(co)polymers; comprising acrylic (co)polymers}
- B32B 27/302: {comprising aromatic vinyl (co)polymers, e.g. styrenic (co)polymers}
- B32B 27/306: {comprising vinyl acetate or vinyl alcohol (co)polymers}
- B32B 27/308: {comprising acrylic (co)polymers}
- B32B 27/32: comprising polyolefins {(comprising vinyl (co)polymers or acrylic (co)polymers B32B27/30)}
- B32B 27/325: {comprising polycycloolefins}
- B32B 27/327: {comprising polyolefins obtained by a metallocene or single-site catalyst}
- B32B 27/40: comprising polyurethanes
- C08J 5/00: Manufacture of articles or shaped materials containing macromolecular substances (manufacture of semi-permeable membranes B01D67/00 - B01D71/00)
- C08J 5/18: Manufacture of films or sheets
- C08L 23/08: Copolymers of ethene (C08L23/16 takes precedence)
- C08L 23/0869: with unsaturated acids, e.g. [meth]acrylic acid; with unsaturated esters, e.g. [meth]acrylic acid esters
- C08L 33/00: Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L 33/08: Homopolymers or copolymers of acrylic acid esters
- C09D 145/00: Coating compositions based on homopolymers or copolymers of compounds having no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic or in a heterocyclic system; Coating compositions based on derivatives of such polymers (based on polymers of cyclic esters of polyfunctional acids C09D131/00; based on polymers of cyclic anhydrides or imides C09D135/00)
- B32B 2250/40: Symmetrical or sandwich layers, e.g. ABA, ABCBA, ABCCBA
- B32B 2270/00: Resin or rubber layer containing a blend of at least two different polymers
- B32B 2274/00: Thermoplastic elastomer material
- B32B 2307/7145: Rot proof, resistant to bacteria, mildew, mould, fungi
- B32B 2307/7244: Oxygen barrier
- B32B 2307/7246: Water vapor barrier
- B32B 2307/7248: Odour barrier
- B32B 2535/00: Medical equipment, e.g. bandage, prostheses or catheter
- C08J 2323/08: Copolymers of ethene (C08J2323/16 takes precedence)
- C08J 2423/10: Homopolymers or copolymers of propene
- C08L 23/10: Homopolymers or copolymers of propene
- Y10T 428/249921: Web or sheet containing structurally defined element or component
- Y10T 428/31855: Of addition polymer from unsaturated monomers
- Y10T 428/31909: Next to second addition polymer from unsaturated monomers
- Y10T 428/31913: Monoolefin polymer
- Y10T 428/3192: Next to vinyl or vinylidene chloride polymer
- Y10T 428/31935: Ester, halide or nitrile of addition polymer
- Y10T 428/31938: Polymer of monoethylenically unsaturated hydrocarbon
- Y10T 442/676: Vinyl polymer or copolymer sheet or film [e.g., polyvinyl chloride, polyvinylidene chloride, polyvinyl acetate, etc.]
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

Various polymeric barrier compositions are described which when formed into films, are useful in reducing transmission of odors. The films can be incorporated into a wide range of products such as multilayer barrier films used in medical applications and particularly in ostomy appliances. In certain versions, the films include semi-crystalline cyclic olefin copolymers.

## Claims

### Claim 1

A barrier film comprising:
a semi-crystalline cyclic olefin copolymer (COC) having a melting temperature (Tm) of from about 70° C. to about 100° C., a glass transition temperature (Tg) of from about −20° C. to about 32° C., and a norbornene content of from about 5 mole % to about 25 mole %.

### Claim 2 (depends on 1)

The barrier film of claim 1 wherein the semi-crystalline COC has a melting temperature of from about 80° C. to about 90° C.

### Claim 3 (depends on 2)

The barrier film of claim 2 wherein the semi-crystalline COC has a melting temperature of from about 82° C. to about 86° C.

### Claim 4 (depends on 1)

The barrier film of claim 1 wherein the semi-crystalline COC has a glass transition temperature of from about −8° C. to about 20° C.

### Claim 5 (depends on 4)

The barrier film of claim 4 wherein the semi-crystalline COC has a glass transition temperature of from about 0° C. to about 12° C.

### Claim 6 (depends on 1)

The barrier film of claim 1 wherein the semi-crystalline COC has a norbornene content of from about 10 mole % to about 20 mole %.

### Claim 7 (depends on 6)

The barrier film of claim 6 wherein the semi-crystalline COC has a norbornene content of from about 12 mole % to about 18 mole %.

### Claim 8 (depends on 1)

The barrier film of claim 1 further comprising at least one amorphous COC.

### Claim 9 (depends on 8)

The barrier film of claim 8 wherein the amorphous COC has a glass transition temperature of from about 33° C. to about 180° C.

### Claim 10 (depends on 9)

The barrier film of claim 9 wherein the amorphous COC has a glass transition temperature of from about 45° C. to about 130° C.

### Claim 11 (depends on 10)

The barrier film of claim 10 wherein the amorphous COC has a glass transition temperature from about 60° C. to about 80° C.

### Claim 12 (depends on 8)

The barrier film of claim 8 wherein the weight percent of the semi-crystalline-COC is in a range of from about 1% to about 99% based upon the total weight of COCs in the film.

### Claim 13 (depends on 12)

The barrier film of claim 12 wherein the weight percent of the semi-crystalline COC is in the range of from about 5% to about 75%.

### Claim 14 (depends on 13)

The barrier film of claim 13 wherein the weight percent of the semi-semi-crystalline COC is in the range of from about 10% to about 50%.

### Claim 15

A multilayer barrier film comprising:
at least one layer including a semi-crystalline cyclic olefin copolymer (COC) having a melting temperature (Tm) of from about 70° C. to about 100° C., a glass transition temperature (Tg) of from about −20° C. to about 32° C., and a norbornene content of from about 5 mole % to about 25 mole %.

### Claim 16 (depends on 15)

The multilayer barrier film of claim 15 wherein the at least one layer includes (i) a first layer including a semi-crystalline cyclic olefin copolymer (COC), and (ii) a second layer including a semi-crystalline cyclic olefin copolymer.

### Claim 17 (depends on 16)

The multilayer barrier film of claim 16 wherein the semi-crystalline cyclic olefin copolymer in the first layer is the same as the semi-crystalline cyclic olefin copolymer in the second layer.

### Claim 18 (depends on 15)

The multilayer barrier film of claim 15 further comprising:
a secondary barrier layer including ethylene vinyl alcohol (EVOH).

### Claim 19 (depends on 18)

The multilayer barrier film of claim 18 wherein the ethylene vinyl alcohol has an ethylene content of from about 25 mole % to about 50 mole %.

### Claim 20 (depends on 19)

The multilayer barrier film of claim 19 wherein the ethylene vinyl alcohol has an ethylene content of from about 32 mole % to about 48 mole %.

### Claim 21 (depends on 20)

The multilayer barrier film of claim 20 wherein the ethylene vinyl alcohol has an ethylene content of from about 35 mole % to about 48 mole %.

### Claim 22 (depends on 15)

The multilayer barrier film of claim 15 wherein the at least one layer including the semi-crystalline cyclic olefin copolymer also includes at least one amorphous cyclic olefin copolymer.

### Claim 23 (depends on 15)

The multilayer barrier film of claim 15 further comprising:
at least one flexible support layer including one or more polymers selected from the group consisting of styrenic elastomers, polyolefins, and polyolefin elastomers and combinations thereof.

### Claim 24 (depends on 23)

The multilayer barrier film of claim 23 wherein the one or more polymers has a density of from about 0.75 to about 1.10 g/cm3.

### Claim 25 (depends on 24)

The multilayer barrier film of claim 24 wherein the one or more polymers has a density of from about 0.85 to about 1.01 g/cm3.

### Claim 26 (depends on 25)

The multilayer barrier film of claim 25 wherein the density is from about 0.865 to about 0.91 g/cm3.

### Claim 27 (depends on 23)

The multilayer barrier film of claim 23 wherein the one or more polymers has a melt flow index of from about 0.1 to about 1,000 g/10 min.

### Claim 28 (depends on 27)

The multilayer barrier film of claim 27 wherein the melt flow index is from about 0.5 to about 10 g/10 min.

### Claim 29 (depends on 15)

The multilayer barrier film of claim 15 further comprising:
an inner antimicrobial layer including at least one antimicrobial agent.

### Claim 30

A multilayer barrier film comprising:
a barrier layer including ethylene vinyl alcohol (EVOH);
at least one flexible support layer including one or more polyolefins;
an antimicrobial layer including at least one antimicrobial agent; and
at least one layer including a semi-crystalline cyclic olefin copolymer (COC).

### Claim 31 (depends on 30)

The multilayer barrier film of claim 30 wherein the semi-crystalline cyclic olefin copolymer (COC) has a melting temperature (Tm) of from about 70° C. to about 100° C., a glass transition temperature (Tg) of from about −20° C. to about 32° C., and a norbornene content of from about 5 mole % to about 25 mole %.

### Claim 32 (depends on 30)

The multilayer barrier film of claim 30 wherein the at least one layer including a semi-crystalline cyclic olefin copolymer (COC) includes a first layer having a semi-crystalline COC and a second layer having a semi-crystalline COC.

### Claim 33 (depends on 32)

The multilayer barrier film of claim 32 wherein the barrier layer including EVOH is disposed between the first layer having a semi-crystalline COC and the second layer having a semi-crystalline COC.

### Claim 34 (depends on 30)

The multilayer barrier film of claim 30 wherein the at least one flexible support layer includes a first support layer, a second support layer, a third support layer, and a fourth support layer.

### Claim 35 (depends on 30)

The multilayer barrier film of claim 30 further comprising:
an outer layer including ethylene vinyl acetate (EVA).

### Claim 36 (depends on 35)

The multilayer barrier film of claim 35 wherein the outer layer defines an outer face, the multilayer barrier film further comprising:
a protective cover layer disposed along the outer face, the protective cover layer including at least one of fabric and nonwoven material.

### Claim 37 (depends on 30)

The multilayer barrier film of claim 30 wherein the at least one flexible support layer is disposed between the at least one layer including a semi-crystalline COC and the barrier layer including EVOH.

### Claim 38

A method for reducing transmission of odorous species, the method comprising:
providing a semi-crystalline cyclic olefin copolymer (COC);